2-(2-Bromoethyl)-1,3-dioxolane (HCID 87776)

Names & identifiers

Preferred name: 2-(2-Bromoethyl)-1,3-dioxolane
IUPAC: 2-(2-bromoethyl)-1,3-dioxolane
English name: 2-(2-Bromoethyl)-1,3-dioxolane
Molecular formula: C5H9BrO2
Molecular weight: 181.03

Names & synonyms

2-(2-Bromoethyl)-1,3-dioxolane3-Bromopropionaldehyde ethylene acetal1,3-Dioxolane, 2-(2-bromoethyl)-4SY9FQ278PEINECS 242-551-13-BROMOPROPANAL ETHYLENE ACETALDTXSID40172058EC 242-551-11,3-DIOXOLAN-2-YLETHYL BROMIDE3,3-(ETHYLENEDIOXY)PROPYL BROMIDE1-BROMO-3,3-(ETHYLENEDIOXY)PROPANE.BETA.-BROMOPROPIONALDEHYDE ETHYLENE ACETAL

Show more names

Bromoethyldioxolane2KG)-1,3-dioxoL2-(2-BromoethyL2-(2-Bromoethyl)-1,32-bromo-2-(2-ethyl)dioxolane2-(2-Bromoethyl)-1,3-dioxola2-(2-Bromoerthyl)-1,3-dioxolane

2-[2-Bromoethyl]-1,3-dioxolaneRefChem:84012DTXCID3094549BETA-BROMOPROPIONALDEHYDE ETHYLENE ACETAL242-551-1GGZQLTVZPOGLCC-UHFFFAOYSA-N18742-02-41,1-(Ethylenedioxy)-3-bromopropane

Database identifiers

CAS: 18742-02-4
PubChem CID: 87776
DTXSID: DTXSID40172058
UNII: 4SY9FQ278P
EC Number: 242-551-1
Nikkaji: J208.097D

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 18.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 8
Formal charge: 0
Complexity: 61.4

Physicochemical properties

Boiling point: 68 · 68-70 °C8 mm Hg(lit.)
Density: 1.542 g/mL · 1.542 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.479(lit.)
Flash point: 149 °F · 149 °F
storage temp.: 2 · 2-8°C
solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
form: clear liquid
Specific Gravity: 1.541 · 1.541.542
color: brownish-yellow
Water Solubility: immiscible
Sensitive: Light Sensitive
BRN: 103516 · 103516
InChI: 1S/C5H9BrO2/c6-2-1-5-7-3-4-8-5/h5H,1-4H2
InChIKey: GGZQLTVZPOGLCC-UHFFFAOYSA-N
SMILES: BrCCC1OCCO1
CAS DataBase Reference: 18742 · 18742-02-4(CAS DataBase Reference)
FDA UNII: 4 SY9FQ278P · 4SY9FQ278P
NIST Chemistry Reference: 2 · 2-(2-Bromoethyl)-1,3-dioxolane(18742-02-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 301 · H301-H315-H319-H335
Precautionary statements: 301 · P301+P310+P330-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn,Xi
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-37/39
RIDADR: 2810 · UN 2810 6.1/PG 3
WGK Germany: 2 · 2
F: 8 · 8-9
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: Ⅲ
HS Code: 29329990 · 29329990
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 OralEye · Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (76.4%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/16521

1,3-Dioxolane, 2-(2-bromoethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 3 (76.4%)

Safety data

F: 8-9
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
ridadr: UN 2810 6.1/PG 3
hs_code: 29329990
risk_code: 22-36/37/38
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xn,Xi
safety_code: 26-37/39
hazard_class: 6.1
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: Ⅲ
target organs: Respiratory system
Hazard statements: H301-H315-H319-H335
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P301+P310+P330-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1,3-Dioxolane, 2-(2-bromoethyl)-: ACTIVE

Applications · 3 items

UsesAlkylating agent for amines,1 dithianes,2 and carboximides,3 and via the Grignard reagent, aldehydes.4

Uses2-(2-Bromoethyl)-1,3-dioxolane is used as a pharmaceutical intermediate, dioxolanes, acetals, ketals, building blocks, chemical synthesis, organic building blocks and oxygen compounds. 1,1-(Ethylenedioxy)-3-bromopropane is used in the synthesis of EGFR inhibitors. Also used in the synthesis of orally active agents of cancer and cell proliferation with quinoline substructures. It is also used as flavouring agent.

General DescriptionCopper-catalyzed borylation of 2-(2-bromoethyl)-1,3-dioxolane with bis(pinacolato)diboron followed by treatment with potassium bifluoride affords the key organotrifluoroborate reagent.